Reaction #2186192

ord-cf301a3bc29548c99dd903a86b06dbaa

Reaction equation

Oc1cccc(N2CCNCC2)c1
3-Piperazin-1-yl-phenol
FCCBr
1-bromo-2-fluoroethane
Oc1cccc(N2CCN(CCF)CC2)c1
desired product
Yield 48.0%
Oc1cccc(N2CCN(CCF)CC2)c1
3-[4-(2-Fluoro-ethyl)-piperazin-1 -yl]-phenol
Yield 48.0%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherto reach room temperature
  2. 2
    Otherevaporated
  3. 3
    Otherthe residue column chromatographed (silica gel, ethyl acetate/petroleum ether 9:1)

Procedure

1 g (5.61 mmol) 3-Piperazin-1-yl-phenol and 0.5 mL (1.25 eq) 1-bromo-2-fluoroethane are stirred 20 h at 60° C. in 5 mL DMF, the reaction mixture allowed to reach room temperature and evaporated, and the residue column chromatographed (silica gel, ethyl acetate/petroleum ether 9:1) to yield 600 mg (48%) of the desired product as a brown oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07569337B2uspto-grants-2009_08